data_M22
# 
_chem_comp.id                                    M22 
_chem_comp.name                                  3-chloro-5-[2-chloro-5-(1H-indazol-3-ylmethoxy)phenoxy]benzonitrile 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H13 Cl2 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        410.253 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     M22 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3C6U 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
M22 C    C    C  0 1 Y N N 10.226 12.159 16.361 -1.949 -1.789 -0.149 C    M22 1  
M22 C1   C1   C  0 1 Y N N 11.014 12.255 15.252 -1.827 -3.170 -0.224 C1   M22 2  
M22 C2   C2   C  0 1 Y N N 10.544 12.674 14.043 -0.590 -3.766 -0.057 C2   M22 3  
M22 C3   C3   C  0 1 Y N N 9.249  12.934 13.913 0.526  -2.989 0.186  C3   M22 4  
M22 C4   C4   C  0 1 Y N N 8.369  12.810 14.937 0.409  -1.608 0.263  C4   M22 5  
M22 C5   C5   C  0 1 Y N N 8.802  12.421 16.224 -0.829 -1.008 0.094  C5   M22 6  
M22 C6   C6   C  0 1 Y N N 10.575 13.629 18.963 -3.468 0.777  0.963  C6   M22 7  
M22 C7   C7   C  0 1 Y N N 10.592 12.261 18.746 -3.232 0.152  -0.254 C7   M22 8  
M22 C8   C8   C  0 1 Y N N 10.263 11.386 19.832 -3.067 0.910  -1.402 C8   M22 9  
M22 C9   C9   C  0 1 Y N N 9.967  11.915 21.150 -3.138 2.301  -1.331 C9   M22 10 
M22 C10  C10  C  0 1 Y N N 9.984  13.318 21.359 -3.376 2.922  -0.103 C10  M22 11 
M22 C11  C11  C  0 1 Y N N 10.291 14.118 20.253 -3.539 2.157  1.036  C11  M22 12 
M22 O    O    O  0 1 N N N 10.927 11.756 17.501 -3.163 -1.203 -0.319 O    M22 13 
M22 CL   CL   CL 0 0 N N N 10.320 15.793 20.429 -3.835 2.930  2.562  CL   M22 14 
M22 O12  O12  O  0 1 N N N 7.112  13.211 14.669 1.507  -0.845 0.502  O12  M22 15 
M22 C13  C13  C  0 1 N N N 5.907  12.553 14.735 2.751  -1.530 0.665  C13  M22 16 
M22 C14  C14  C  0 1 Y N N 6.126  11.210 14.184 3.847  -0.528 0.921  C14  M22 17 
M22 N    N    N  0 1 Y N N 6.613  10.965 12.943 4.230  -0.090 2.086  N    M22 18 
M22 N15  N15  N  0 1 Y N N 6.596  9.612  12.967 5.273  0.830  1.934  N15  M22 19 
M22 C16  C16  C  0 1 Y N N 5.842  10.065 14.954 4.673  0.121  -0.093 C16  M22 20 
M22 C17  C17  C  0 1 Y N N 6.159  9.052  14.139 5.554  0.973  0.601  C17  M22 21 
M22 C18  C18  C  0 1 Y N N 6.033  7.792  14.567 6.472  1.737  -0.116 C18  M22 22 
M22 C19  C19  C  0 1 Y N N 5.582  7.614  15.916 6.506  1.657  -1.479 C19  M22 23 
M22 C20  C20  C  0 1 Y N N 5.210  8.617  16.793 5.634  0.821  -2.165 C20  M22 24 
M22 C21  C21  C  0 1 Y N N 5.359  9.891  16.272 4.733  0.051  -1.489 C21  M22 25 
M22 CL2  CL2  CL 0 0 N N N 12.662 11.848 15.306 -3.227 -4.150 -0.528 CL2  M22 26 
M22 C23  C23  C  0 1 N N N 9.686  11.046 22.283 -2.968 3.091  -2.514 C23  M22 27 
M22 N24  N24  N  0 1 N N N 9.461  10.352 23.190 -2.833 3.717  -3.452 N24  M22 28 
M22 H2   H2   H  0 1 N N N 11.214 12.792 13.205 -0.497 -4.840 -0.115 H2   M22 29 
M22 H3   H3   H  0 1 N N N 8.881  13.258 12.951 1.491  -3.456 0.317  H3   M22 30 
M22 H5   H5   H  0 1 N N N 8.118  12.324 17.054 -0.922 0.067  0.153  H5   M22 31 
M22 H6   H6   H  0 1 N N N 10.777 14.313 18.152 -3.601 0.184  1.855  H6   M22 32 
M22 H8   H8   H  0 1 N N N 10.235 10.319 19.667 -2.884 0.424  -2.349 H8   M22 33 
M22 H10  H10  H  0 1 N N N 9.770  13.748 22.326 -3.431 3.999  -0.043 H10  M22 34 
M22 H13  H13  H  0 1 N N N 5.563  12.488 15.778 2.680  -2.215 1.510  H13  M22 35 
M22 H13A H13A H  0 0 N N N 5.134  13.090 14.166 2.977  -2.092 -0.241 H13A M22 36 
M22 HN15 HN15 H  0 0 N N N 6.882  9.059  12.184 5.724  1.293  2.657  HN15 M22 37 
M22 H18  H18  H  0 1 N N N 6.260  6.951  13.929 7.155  2.391  0.406  H18  M22 38 
M22 H19  H19  H  0 1 N N N 5.527  6.600  16.283 7.220  2.251  -2.030 H19  M22 39 
M22 H20  H20  H  0 1 N N N 4.839  8.425  17.789 5.676  0.773  -3.243 H20  M22 40 
M22 H21  H21  H  0 1 N N N 5.106  10.753 16.872 4.060  -0.598 -2.030 H21  M22 41 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
M22 C   C1   DOUB Y N 1  
M22 C   C5   SING Y N 2  
M22 C   O    SING N N 3  
M22 C1  C2   SING Y N 4  
M22 C1  CL2  SING N N 5  
M22 C2  C3   DOUB Y N 6  
M22 C3  C4   SING N N 7  
M22 C4  C5   DOUB Y N 8  
M22 C4  O12  SING N N 9  
M22 C6  C7   DOUB Y N 10 
M22 C6  C11  SING N N 11 
M22 C7  C8   SING N N 12 
M22 C7  O    SING Y N 13 
M22 C8  C9   DOUB Y N 14 
M22 C9  C10  SING N N 15 
M22 C9  C23  SING Y N 16 
M22 C10 C11  DOUB N N 17 
M22 C11 CL   SING Y N 18 
M22 O12 C13  SING N N 19 
M22 C13 C14  SING Y N 20 
M22 C14 N    DOUB N N 21 
M22 C14 C16  SING Y N 22 
M22 N   N15  SING N N 23 
M22 N15 C17  SING N N 24 
M22 C16 C17  DOUB N N 25 
M22 C16 C21  SING N N 26 
M22 C17 C18  SING N N 27 
M22 C18 C19  DOUB N N 28 
M22 C19 C20  SING Y N 29 
M22 C20 C21  DOUB Y N 30 
M22 C23 N24  TRIP Y N 31 
M22 C2  H2   SING Y N 32 
M22 C3  H3   SING N N 33 
M22 C5  H5   SING Y N 34 
M22 C6  H6   SING Y N 35 
M22 C8  H8   SING Y N 36 
M22 C10 H10  SING Y N 37 
M22 C13 H13  SING N N 38 
M22 C13 H13A SING Y N 39 
M22 N15 HN15 SING N N 40 
M22 C18 H18  SING Y N 41 
M22 C19 H19  SING N N 42 
M22 C20 H20  SING N N 43 
M22 C21 H21  SING N N 44 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
M22 SMILES           ACDLabs              10.04 N#Cc4cc(Oc3c(Cl)ccc(OCc2nnc1ccccc12)c3)cc(Cl)c4                                                                                            
M22 InChI            InChI                1.02b InChI=1/C21H13Cl2N3O2/c22-14-7-13(11-24)8-16(9-14)28-21-10-15(5-6-18(21)23)27-12-20-17-3-1-2-4-19(17)25-26-20/h1-10H,12H2,(H,25,26)/f/h25H 
M22 InChIKey         InChI                1.02b WHCLIFOVZDANCU-LNNLXFCOCQ                                                                                                                  
M22 SMILES_CANONICAL CACTVS               3.341 Clc1cc(Oc2cc(OCc3n[nH]c4ccccc34)ccc2Cl)cc(c1)C#N                                                                                           
M22 SMILES           CACTVS               3.341 Clc1cc(Oc2cc(OCc3n[nH]c4ccccc34)ccc2Cl)cc(c1)C#N                                                                                           
M22 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(n[nH]2)COc3ccc(c(c3)Oc4cc(cc(c4)Cl)C#N)Cl                                                                                     
M22 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(n[nH]2)COc3ccc(c(c3)Oc4cc(cc(c4)Cl)C#N)Cl                                                                                     
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
M22 "SYSTEMATIC NAME" ACDLabs              10.04 3-chloro-5-[2-chloro-5-(1H-indazol-3-ylmethoxy)phenoxy]benzonitrile 
M22 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-chloro-5-[2-chloro-5-(1H-indazol-3-ylmethoxy)phenoxy]benzonitrile 
# 
